Supporting Information
Synthesis schemes, Mosher ester analysis of (R)- and (S)-(1-2H)GPP, gas chromatogram of the enzyme product of 1,8-cineol synthase, 13C NMR of the enzyme product from (2-13C)GPP in deuterium oxide buffer, and full NMR data of 1.
| Supporting Information File 1: Additional material. | ||
| Format: PDF | Size: 446.5 KB | Download |
Cite the Following Article
A detailed view on 1,8-cineol biosynthesis by Streptomyces clavuligerus
Jan Rinkel, Patrick Rabe, Laura zur Horst and Jeroen S. Dickschat
Beilstein J. Org. Chem. 2016, 12, 2317–2324.
https://doi.org/10.3762/bjoc.12.225
How to Cite
Rinkel, J.; Rabe, P.; zur Horst, L.; Dickschat, J. S. Beilstein J. Org. Chem. 2016, 12, 2317–2324. doi:10.3762/bjoc.12.225
Download Citation
Citation data can be downloaded as file using the "Download" button or used for copy/paste from the text window
below.
Citation data in RIS format can be imported by all major citation management software, including EndNote,
ProCite, RefWorks, and Zotero.
Presentation Graphic
| Picture with graphical abstract, title and authors for social media postings and presentations. | ||
| Format: PNG | Size: 115.9 KB | Download |
Citations to This Article
Up to 20 of the most recent references are displayed here.
Scholarly Works
- Umashankar, M.; Sahoo, M. Metabolite fingerprinting and profiling of selected medicinal plants using nuclear magnetic resonance. Asian Journal of Pharmaceutical Research and Health Care 2023, 15, 47. doi:10.4103/ajprhc.ajprhc_93_22
- Gu, B.; Goldfuss, B.; Dickschat, J. S. Mechanistische Charakterisierung und Engineering der Sesterviolen‐Synthase aus Streptomyces violens. Angewandte Chemie 2022, 135. doi:10.1002/ange.202215688
- Gu, B.; Goldfuss, B.; Dickschat, J. S. Mechanistic Characterisation and Engineering of Sesterviolene Synthase from Streptomyces violens. Angewandte Chemie (International ed. in English) 2022, 62, e202215688. doi:10.1002/anie.202215688
- Shoeib, N. A.; Al-Madboly, L. A.; Ragab, A. E. In vitro and in silico β-lactamase inhibitory properties and phytochemical profile of Ocimum basilicum cultivated in central delta of Egypt. Pharmaceutical biology 2022, 60, 1969–1980. doi:10.1080/13880209.2022.2127791
- Zhuang, J.; Zhang, F.; Tang, X.; Liu, C.; Huang, M.; Xie, H.; Wu, R. Insights into the enzymatic catalytic mechanism of bCinS: the importance of protein conformational change. Catalysis Science & Technology 2022, 12, 1651–1662. doi:10.1039/d1cy01913a
- Leferink, N. G. H.; Scrutton, N. S. Predictive engineering of class I terpene synthases using experimental and computational approaches. Chembiochem : a European journal of chemical biology 2021, 23, e202100484. doi:10.1002/cbic.202100484
- Xu, H.; Schotte, C.; Cox, R. J.; Dickschat, J. S. Stereochemical characterisation of the non-canonical α-humulene synthase from Acremonium strictum. Organic & biomolecular chemistry 2021, 19, 8482–8486. doi:10.1039/d1ob01769a
- Liras, P.; Martín, J. F. Streptomyces clavuligerus: The Omics Era. Journal of industrial microbiology & biotechnology 2021, 48. doi:10.1093/jimb/kuab072
- Xu, H.; Dickschat, J. S. Germacrene A-A Central Intermediate in Sesquiterpene Biosynthesis. Chemistry (Weinheim an der Bergstrasse, Germany) 2020, 26, 17318–17341. doi:10.1002/chem.202002163
- Schulz, S.; Schlawis, C.; Koteska, D.; Harig, T.; Biwer, P. Structural Diversity of Bacterial Volatiles. Bacterial Volatile Compounds as Mediators of Airborne Interactions; Springer Singapore, 2020; pp 93–121. doi:10.1007/978-981-15-7293-7_3
- Mitschke, N.; Christoffers, J.; Wilkes, H. A Straightforward Synthesis of Trideuterated α-Terpinene for Mechanistic Studies. European Journal of Organic Chemistry 2020, 2020, 4893–4899. doi:10.1002/ejoc.202000684
- Schulz, S.; Biwer, P.; Harig, T.; Koteska, D.; Schlawis, C. Chemical Ecology of Bacterial Volatiles. Comprehensive Natural Products III; Elsevier, 2020; pp 161–178. doi:10.1016/b978-0-12-409547-2.14817-6
- Leferink, N. G. H.; Ranaghan, K. E.; Battye, J.; Johannissen, L. O.; Hay, S.; van der Kamp, M. W.; Mulholland, A. J.; Scrutton, N. S. Taming the reactivity of monoterpene synthases to guide regioselective product hydroxylation. Chembiochem : a European journal of chemical biology 2019, 21, 985–990. doi:10.1002/cbic.201900672
- Rinkel, J.; Dickschat, J. S. Mechanistic Studies on Trichoacorenol Synthase from Amycolatopsis benzoatilytica. Chembiochem : a European journal of chemical biology 2019, 21, 807–810. doi:10.1002/cbic.201900584
- Rinkel, J.; Dickschat, J. S. Stereochemical investigations on the biosynthesis of achiral (Z)-γ-bisabolene in Cryptosporangium arvum. Beilstein journal of organic chemistry 2019, 15, 789–794. doi:10.3762/bjoc.15.75
- Rinkel, J.; Dickschat, J. S. Addressing the Chemistry of Germacrene A by Isotope Labeling Experiments. Organic letters 2019, 21, 2426–2429. doi:10.1021/acs.orglett.9b00725
- Morishita, K.; Shoji, Y.; Fukui, M.; Ito, Y.; Kitao, T.; Ozawa, S.-i.; Hirono, S.; Shirahase, H. 2-Acyl-3-carboxyl-tetrahydroisoquinoline Derivatives: Mixed-Type PTP1B Inhibitors without PPARγ Activation. Chemical & pharmaceutical bulletin 2018, 66, 1131–1152. doi:10.1248/cpb.c18-00571
- Karuppiah, V.; Ranaghan, K. E.; Leferink, N. G. H.; Johannissen, L. O.; Shanmugam, M.; Cheallaigh, A. N.; Bennett, N. J.; Kearsey, L. J.; Takano, E.; Gardiner, J. M.; van der Kamp, M. W.; Hay, S.; Mulholland, A. J.; Leys, D.; Scrutton, N. S. Structural Basis of Catalysis in the Bacterial Monoterpene Synthases Linalool Synthase and 1,8-Cineole Synthase. ACS catalysis 2017, 7, 6268–6282. doi:10.1021/acscatal.7b01924.s001
- Rinkel, J.; Rabe, P.; Chen, X.; Köllner, T. G.; Chen, F.; Dickschat, J. S. Mechanisms of the Diterpene Cyclases β-Pinacene Synthase from Dictyostelium discoideum and Hydropyrene Synthase from Streptomyces clavuligerus. Chemistry (Weinheim an der Bergstrasse, Germany) 2017, 23, 10501–10505. doi:10.1002/chem.201702704
- Dickschat, J. S. Modern Aspects of Isotopic Labellings in Terpene Biosynthesis. European Journal of Organic Chemistry 2017, 2017, 4872–4882. doi:10.1002/ejoc.201700482
